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Hydrochloric Acid → 4-(2-Hydroxyiminopropionyl)pyridine

HRID 620817
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HRID 620817 반응식
[N:1](OCCC(C)C)=[O:2].C[O-].[Na+].[C:12]([C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1)(=[O:15])[CH2:13][CH3:14].Cl>CO>[OH:2][N:1]=[C:13]([CH3:14])[C:12]([C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1)=[O:15]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8053Isoamyl NitriteHCID 743431-(4-Pyridinyl)-1-propanoneHCID 10942334Sodium Methoxide

생성물 1

HCID 587523384-(2-Hydroxyiminopropionyl)pyridine

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a solution of isoamyl nitrite (2.6 ml) and sodium methoxide (28% in methanol, 3.4 ml) in methanol (40 ml) was added dropwise a solution of 4-propionylpyridine (2.0 g) in methanol (10 ml) under ice-cooling. The reaction mixture was stirred at ambient temperature for 3 hours, and then neutralized with 1N hydrochloric acid. After evaporation to remove methanol, the organic layer was extracted with ethyl acetate. The extract was washed with brine, dried over sodium sulfate, evaporated and triturated with diisopropyl ether to give 4-(2-hydroxyiminopropionyl)pyridine (0.95 g).

후처리

  1. temperaturecooling
  2. customAfter evaporation
  3. customto remove methanol
  4. extractionthe organic layer was extracted with ethyl acetate
  5. washThe extract was washed with brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customtriturated with diisopropyl ether

출처 및 근거

ORD 기록
ord-bb0d01142a9a4ba7b76eacf480d5f933
출처 데이터셋
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04822805

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